Gas-phase metal ion (Li+, Na+, Cu+) affinities of glycine and alanine

Marino, Tiziana; Russo, Nino; Toscano, Marirosa

doi:10.1016/s0162-0134(99)00242-1

Cited by 112 publications

(148 citation statements)

References 38 publications

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“…The theoretical results obtained from the hybrid B3LYP exchangecorrelation functional using extended basis sets revealed that, for Gly and Ala, the metal ion affinities decrease on going from Cu + to Li + and Na + and the values computed at this level of theory agree in general with experiments [13]; except for Li + , for which a deviation of about 29 kJ/mol was observed. It appeared that, in the gas phase, the metal ions considered in Refs.…”

Section: Introductionsupporting

confidence: 64%

“…The affinities of metal ions with small amino acids, such as glycine (Gly) and alanine (Ala), as well as the dipeptides composed of these small amino acids such as Gly-Gly and Ala-Ala, in the gas phase have been investigated, using both experiments [8][9][10][11] and ab initio calculations [9,[12][13][14]. The theoretical results obtained from the hybrid B3LYP exchangecorrelation functional using extended basis sets revealed that, for Gly and Ala, the metal ion affinities decrease on going from Cu + to Li + and Na + and the values computed at this level of theory agree in general with experiments [13]; except for Li + , for which a deviation of about 29 kJ/mol was observed.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Effects of metal ion and solute conformation change on hydration of small amino acid

Deeying

Sagarik²

2007

Biophysical Chemistry

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Section: Introductionsupporting

confidence: 64%

Section: Introductionmentioning

confidence: 99%

Effects of metal ion and solute conformation change on hydration of small amino acid

Deeying

Sagarik²

2007

Biophysical Chemistry

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“…For example, Chu et al 8 optimized the NO structure of glycine-Ag ϩ using the B3LYP/DZLP method in 2001, while Santiago et al 7 calculated the gasphase reaction of Ni ϩ with glycine. Affinities of glycine with Cu ϩ had also been studied, respectively, by Ohanssian's group 11 and Matino et al 5 in 1997 and 2000. All of their works confirmed that the NO structure were more stable than the OO structure for these monovalent TM ion-chelated glycine systems.…”

Section: Introductionmentioning

confidence: 99%

“…Recently, there has been a growing interest in the combination of metal ions with amino acid molecules [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15] and further combination with water molecules 16 due to its importance in the fields of catalysis, atmospheric chemistry or biochemistry, especially in the biochemical fields. The interaction between a metal ion and a single hydrated amino acid is essential building blocks for our understanding of the role of metal ions in the structure and function of proteins, nucleic acids and peptide hormones, which are yet often unknown, at the atomic and electronic level, while the nature of watermetal ion-biomolecule interactions remains nebulous.…”

Section: Introductionmentioning

confidence: 99%

Glycine-Zn+/Zn2+ and their hydrates: On the number of water molecules necessary to stabilize the switterionic glycine-Zn+/Zn2+ over the nonzwitterionic ones

Ai¹,

Han

2003

The Journal of Chemical Physics

101

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Several interaction modes of glycine with one Zn ϩ or Zn 2ϩ and further with one and even two H 2 O molecules in the gas phase are studied at the hybrid three-parameter B3LYP and Hartree-Fock level, respectively. On the basis of these optimized geometries, single point calculations are performed using different theoretical methods and larger basis sets. The calculated results imply that the most stable glycine-Zn ϩ isomer is a five-membered ring with Zn ϩ bound to both amino nitrogen and carbonyl oxygen ͑NO͒ of glycine, and the next most stable glycine-Zn ϩ species is a four-membered ring with Zn ϩ coordinated at both oxygen ends ͑OO͒ of the zwitterionic glycine. The binding energy of the most stable glycine-Zn ϩ is 68.5 kcal/mol calibrated at the BHLYP/6-311ϩG*//6-311ϩG* level. On the contrary with glycine-Zn ϩ isomers, the most stable glycine-Zn 2ϩ species holds the similar coordination mode to that of next most stable glycine-Zn 2ϩ complex, while the next most stable glycine-Zn 2ϩ exhibits the similar coordination mode to that of the most stable glycine-Zn ϩ . The binding strength of these glycine-Zn 2ϩ isomers are all far more than those of their corresponding counterparts of glycine-Zn ϩ isomers, such as the binding energy of the most stable glycine-Zn 2ϩ being 234.4 kcal/mol, showing stronger electrostatic interaction. The reoptimization for the two most stable modes with the different valent states ͑ϩ1,ϩ2͒ to combine a H 2 O molecule at their each end of Zn ion show that the relative energy ordering does not change, and also resembles their no-H 2 O-combined counterparts. However, an interesting and important observation has been first obtained that single hydration effect can strikingly strengthen the stability of the monovalent OO form though it is still higher by 0.1 kcal/mol in energy than the NO counterpart. Hydration effect of double waters can reverse their relative stability due to the strong hydrogen bond effect in the OO form. Different from the case of the two monovalent hydrated complexes, calculated results for the divalent zinc ion chelated complexes show that with or without single hydration hardly change the value of their relative energy, and hydration strength and glycine deformation difference induced with or without hydration in the two different modes display surprising similarity. So we predict that the further hydration basically do not yield any effect on the relative stability. The prediction for the hydration effect on the glycine-Zn ϩ /Zn 2ϩ system would be also suitable for its analogs, such as glycine-Cu ϩ /Cu 2ϩ and glycine-Ni ϩ /Ni 2ϩ systems, and even suitable for other similar transition metal ion-chelated glycine systems.

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“…Computational studies can fill this gap and provide thermochemical, kinetic and structural information [33]. Furthermore, the different affinities of a specific ligand for different metal cations, which play a key role in the function and properties of metal-containing biomolecules, can also be obtained directly by quantum-chemical computations [34,35].…”

Section: Introductionmentioning

confidence: 99%

Probing the coordination properties of glutathione with transition metal ions (Cr2+,Mn2+,Fe2+,Co2+, Ni2+,Cu2+,Zn2+,Cd2+,Hg2+) by density functional theory

Liu

et al. 2014

J Biol Phys

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Probing the coordination properties of glutathione with transition metal ions (Cr 2+,were larger than that of M-N and M-O; for Cr 2+ complexes, most of the WBIs of M-O in complexes were higher than that of M-S and M-N. Furthermore, the changes in the electron configuration of the metal cations before and after chelate reaction revealed that Cu 2+ , Ni 2+ , Co 2+ and Hg 2+ had obvious tendencies to be reduced to Cu + , Ni + , Co + and Hg + during the coordination process.

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Gas-phase metal ion (Li+, Na+, Cu+) affinities of glycine and alanine

Cited by 112 publications

References 38 publications

Effects of metal ion and solute conformation change on hydration of small amino acid

Effects of metal ion and solute conformation change on hydration of small amino acid

Glycine-Zn+/Zn2+ and their hydrates: On the number of water molecules necessary to stabilize the switterionic glycine-Zn+/Zn2+ over the nonzwitterionic ones

Probing the coordination properties of glutathione with transition metal ions (Cr2+,Mn2+,Fe2+,Co2+, Ni2+,Cu2+,Zn2+,Cd2+,Hg2+) by density functional theory

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